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通过钯催化的点到轴手性转移开环反应合成具有联芳基和乙烯基芳基手性的阻转异构体

Synthesis of Atropisomers with Biaryl and Vinylaryl Chirality via Pd-Catalyzed Point-to-Axial Chirality Transfer Ring-Opening Reaction.

作者信息

Gu Jian, Hong Biqiong, Xue Xiaoping, Xi Junwei, Gu Zhenhua

机构信息

Hefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, 96 Jinzhai Road, Hefei, Anhui 230026, P. R. China.

College of Materials and Chemical Engineering, Minjiang University, Fuzhou, Fujian 350108, P. R. China.

出版信息

Org Lett. 2022 Dec 16;24(49):9097-9101. doi: 10.1021/acs.orglett.2c03760. Epub 2022 Dec 2.

Abstract

A palladium-catalyzed domino cyclization/ring-opening reaction between 8-indeno[1,2-]thiophen-8-ols and -(2-bromophenyl)propiolamide derivatives is reported. The reaction features a highly stereospecific point chirality to axial chirality transfer process, which enables the synthesis of molecules containing two chiral axes from the compounds with only one stereogenic center.

摘要

报道了一种钯催化的8-茚并[1,2 -]噻吩-8-醇与-(2-溴苯基)丙炔酰胺衍生物之间的多米诺环化/开环反应。该反应具有高度立体专一的点手性到轴手性的转移过程,这使得能够从仅具有一个立体中心的化合物合成含有两个手性轴的分子。

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